Top B&B in Chicago in 2026

Q: What are the best bed and breakfasts in Chicago?

Why not look at these B&Bs in Chicago: The Sono Chicago : 7 rooms. Enjoy the rooftop terrace and fireplace in reception. The Villa Toscana : 9 rooms. Dorothy's : 7 rooms. House 5863 - Chicago Bed and Breakfast : 7 rooms. Enjoy the designer toiletries and private garden. Ray's Bucktown B&B : 11 rooms. Enjoy the free cooked breakfast and rooftop terrace.

A river with a yellow boat, surrounded by tall buildings and a bridge.

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Our top choices for Chicago bed & breakfast

A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

1. Dorothy's

Lakeview

Steven

Rp1.508.953 total

includes taxes & fees

2 Nov - 3 Nov

A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

2. The Sono Chicago

Near North Side

Christie

Rp3.845.421 total

includes taxes & fees

26 Oct - 27 Oct

A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

3. The Villa Toscana

Lakeview

John

Rp2.142.689 total

includes taxes & fees

2 Nov - 3 Nov

A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

4. House 5863 - Chicago Bed and Breakfast

Edgewater

jiantao

Rp3.594.423 total

includes taxes & fees

27 Oct - 28 Oct

A grand foyer with a wooden staircase, a chandelier, and a large window.

5. Villa D' Citta

Lincoln Park

Hernando

Rp5.291.839 total

includes taxes & fees

26 Oct - 27 Oct

A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

6. The Publishing House B&B

Downtown Chicago

Mary

Rp4.604.546 total

includes taxes & fees

25 Oct - 26 Oct

A brick building with a sign for The Wicker Park Inn, including a phone number and website.

7. Wicker Park Inn

West Town

Mary

Rp5.555.492 total

includes taxes & fees

1 Nov - 2 Nov

A bathroom with a glass-tiled wall, a sink, and a shower area.

8. Ray's Bucktown B&B

Bucktown

Lora

Rp4.061.952 total

includes taxes & fees

25 Oct - 26 Oct

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Top Chicago Hotel Reviews

Fairmont Chicago at Millennium Park

10/10 Excellent

"The staff at Gold Club. Mandan geninely treats you like your guest at her own home. We were at the hotel for Chicago Marathon; and their soecial athlete breakfast and attention to details were very helpful."

The Godfrey Hotel Chicago

8/10 Good

"The hotel was nice, and the location was great. However, the property could use a little updating and more attention to detail, especially with the bathroom amenities. The hallways were also quite noisy, with a lot of partying going on. I certainly don’t mind people having a good time, but it did get a bit loud. Overall, it was an okay stay, but I felt it was overpriced for what was offered. There were other hotels nearby at about the same price that appeared to be substantially nicer. Not a bad experience, just not quite worth the price."

Eurostars Magnificent Mile

10/10 Excellent

"Hands-down, always my favorite place to stay when I am in Chicago. I’ve been staying here for years. It’s essentially located so you can walk everywhere to the magnificent mile to the Gold Coast Beach to all of the shopping. Restaurants are right next to it. There is a true food, kitchen and a soul cycle right next to it as well and Tal nightclub is also right next-door. The staff is absolutely amazing in the rooms are luxurious for a great price."

Find out more about Chicago

Chicago B&B information

Number of reviews	2,227
Accommodation	9 B&B
Lowest Price	Rp1.508.953
Highest Price	Rp5.555.492

Frequently asked questions

Searching for B&Bs in Chicago?

If you want to find a place to stay with a small number of rooms and a more personalised environment, a bed and breakfast may be the perfect thing for your trip to Chicago. A trip to Chicago wouldn't be complete without a stop at Fine Arts Building or Art Institute of Chicago if you're someone who could spend hours browsing exhibits.

Are you considering apartments over traditional hotel rooms?

B&Bs all have a unique charm — whether it's a cosy reading space or a sunlit breakfast nook, the small details are what make bed and breakfasts a fun place to get away.

What are the best bed and breakfasts in Chicago?

Why not look at these B&Bs in Chicago: The Sono Chicago: 7 rooms. Enjoy the rooftop terrace and fireplace in reception. The Villa Toscana: 9 rooms. Dorothy's: 7 rooms. House 5863 - Chicago Bed and Breakfast: 7 rooms. Enjoy the designer toiletries and private garden. Ray's Bucktown B&B: 11 rooms. Enjoy the free cooked breakfast and rooftop terrace.

How many bed & breakfasts should I expect to find in Chicago?

Expedia has 13 B&Bs in Chicago, so you'll have plenty of options to maximise comfort and relaxation.

What's the best time of year to book my B&B in Chicago?

When you're planning your stay in Chicago, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.

What is there to do in Chicago?

Travellers who want to experience Chicago should visit its popular theatre scene and stunning architecture. If you're looking for some activities to entertain you on your trip, consider visiting Soldier Field and Wrigley Field. You should put Navy Pier and Michigan Avenue on your list if you want to see more of the area.

How can I get to and around Chicago?

Planning your excursions in and around Chicago is easier with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away. You can also search for flights into Chicago O'Hare International Airport (ORD), which is 15.7 mi (25.3 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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